dorsomorphin chemical structureStemolecule Dorsomorphin dihydrochloride is a potent inhibitor of AMPactivated protein kinase (AMPK) (Ki=109nM) and bone morphogenic protein(BMP) signaling. Dorsomorphin was identified in a screen for compounds that perturb dorsoventral axis formation in zebrafish. Dorsomorphin functions through inhibition of BMP type I receptors ALK2, ALK3 and ALK6 and thus blocks BMP-mediated SMAD1/5/8 phosphorylation3. BMP signaling coordinates developmental patterning and have essential physiological roles in mature organisms. Dorsomorphin has been used to probe BMP signaling in ironhepcidin homeostasis, cardiomyogenesis and steogenesis.

  • QUESTION: How was Dorsomorphin discovered?

ANSWER: In 2007, Charles Hong, M.D., Ph.D., and colleagues described using fish embryos to screen for compounds that interfere with signaling pathways involved in early development - pathways known to play roles in a variety of disease processes. They discovered the compound "dorsomorphin" and demonstrated that it blocked BMP (bone morphogenetic protein) signaling, which has been implicated in anemia, inflammatory responses and bone-related disorders.

  • QUESTION: Is there alternative name?
    ANSWER: Yes, 6-[4-(2-Piperidin-1-yl)-ethoxy)-phenyl)]-3-pyridin-4-yl- pyrazolo[1,5-a]-pyrimidine;

Compound C.

  • QUESTION: What is the basic chemical data:
    ANSWER: Chemical Formula: C24H25N5O, CAS Number: 866405-64-3, Appearance: Light yellow

solid, Molecular Weight: 399.49.

  • QUESTION: What is Dorsomorphin's solubility?

ANSWER: For a 10 mM concentrated stock solution of Dorsomorphin, reconstitute the compound by adding 407.8 l of DMSO to the entire contents of the vial. If precipitate is observed, warm the solution to 37°C for 2 to 5 minutes. For cell culture, the media should be prewarmed prior to adding the reconstituted compound. Note: for most cells, the maximum tolerance to DMSO is less than 0.5%. This molecule is soluble in DMSO at 100 mM and water at 100 mM.

  • QUESTION: What are storage and stability of Dorsomorphin? ANSWER: Store powder at 4°C protected from light. Following reconstitution, store aliquots at -20°C.

Stock solutions are stable for 6 months when stored as directed.

  • QUESTION: What is Dorsomorphin's quality control?

ANSWER: The purity of Dorsomorphin was determined by HPLC analysis. The accurate mass was determined by mass spectrometry. Cellular toxicity of Dorsomorphin was tested on mouse embryonic stem cells.

Source: Gao, Y., Zhou, Y., Xu, A., and Wu, D. (2008) Effects of an AMP-activated, protein kinase inhibitor, compound C, on adipogenic differentiation of 3T3-L1 cells. Biol Pharm Bull 31: 1716-1722. 2. Anderson, G.J., and Darshan, D. (2008) Small-molecule dissection of BMP signaling. Nat Chem Biol 4: 15-16. Product Specification Sheet©Stemgent 2009 —¦ For research use only. Not for diagnostic use. Stemgent —¦ 10575 Roselle St. San Diego, CA 92121—¦ 1.617.245.0000 —¦ v1.0, Yu, P.B., Hong, C.C., Sachidanandan, C., Babitt, J.L., Deng, D.Y., Hoyng, S.A. Lin, H.Y., Bloch, K.D., and Peterson, R.T. (2008) Dorsomorphin inhibits BMP signals required for embryogenesis and iron metabolism. Nat Chem Biol 4:33-41. Heisenberg, C.P., and Solnica-Krezel, L. (2008) Back and forth between cell fate specification and movement during vertebrate gastrulation. Curr Opin Genet Dev 18: 311- 316. Cain, J.E., Hartwig, S., Bertram, J.F., and Rosenblum, N.D. (2008) Bonemorphogenetic protein signaling in the developing kidney: present and future. Differentiation 76: 831-842. Hao, J., Daleo, M.A., Murphy, C.K., Yu, P.B., Ho, J.N., Hu, J., Peterson, R.T. Hatzopoulos, A.K., and Hong, C.C. (2008) Dorsomorphin, a selective small molecule inhibitor of BMP signaling, promotes cardiomyogenesis in embryonic stem cells. PLoS ONE 3: e2904. Seib, F.P., Franke, M., Jing, D., Werner, C., and Bornhauser, M. (2009) Endogenous bone morphogenetic proteins in human bone marrow-derived multipotent mesenchymal stromal cells. Eur J Cell Biol 88: 257-271., Wikipedia.


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